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Carboxylic acid compound, its preparation method and application

A compound and carboxylic acid technology, applied in the field of carboxylic acid compounds, can solve the problems of simultaneous extraction of nickel, cobalt and manganese, complex operation procedures, and high cost of impurity removal, and achieve low cost, stable extraction process, and low back-extraction acidity Effect

Active Publication Date: 2021-10-15
BOTREE CYCLING SCI & TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these extractants also have obvious disadvantages in the separation process: P507 / P204 is used for the separation of nickel and cobalt, but in the recovery of lithium-ion battery cathode materials, nickel, cobalt and manganese cannot be extracted simultaneously, and the process cost of recovering nickel, cobalt and manganese separately is high. And back extraction has high acidity and serious pollution; C272 preferentially extracts calcium and magnesium before extracting nickel, the operation process is complicated, and the cost of impurity removal is high; Versatic10 extractant dissolves greatly in the water phase, which easily causes process instability and environmental pollution

Method used

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  • Carboxylic acid compound, its preparation method and application
  • Carboxylic acid compound, its preparation method and application
  • Carboxylic acid compound, its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0081]

[0082] Add 50g of isooctyl alcohol, 225mL of tetrahydrofuran (THF), and 8.8g of sodium particles into a three-necked flask, react at 60-70°C for 6 hours, a large amount of white solids are formed, and a small amount of sodium particles remain; L 2-bromooctanoic acid THF solution and continue to react at 60°C for 4h; after cooling, remove THF by rotary evaporation, add 200mL water and 200mL ethyl acetate (EA) to the concentrated solution, shake and separate, take the water layer; Acidify with hydrochloric acid to pH ≈ 1, extract with ethyl acetate, wash the organic phase twice with water, and spin dry to obtain 65 g of a light yellow product, namely compound BC195. 1 H NMR (400MHz, CDCl 3 )δ4.1(1H), 3.52(1H), 3.35(1H), 1.82(2H), 1.54(3H), 1.20-1.31(14H), 0.91(6H), 0.87(3H); 13 C NMR (101MHz, CDCl 3 )δ171(s), 79(s), 72(s), 36(s), 32(s), 29(s), 26-28(m), 22–23(m), 14(s), 11(s); MS[M-H] - :271.

Embodiment 2

[0084]

[0085] Add 28.6g of isooctyl alcohol, 200mL of tetrahydrofuran (THF), 8.8g of 60% sodium hydride (dispersed in mineral oil) into the three-necked flask, and react at 60-70°C for 6 hours, a large amount of white solids are formed, and a small amount of sodium particles remain; Add 20mL of 10mol / L THF solution of 2-bromohexanoic acid dropwise at 60°C and continue to react at 60°C for 4h; after cooling, remove THF by rotary evaporation, add 200mL of water and 200mL of ethyl acetate (EA) to the concentrated solution, shake The layers were separated, and the water layer was taken; the water layer was acidified with hydrochloric acid to pH ≈ 1, extracted with ethyl acetate, the organic phase was washed twice with water, and spin-dried to obtain 38 g of a light yellow product, namely compound BC196. 1 H NMR (400MHz, CDCl 3 )δ3.97(1H), 3.41(1H), 3.26(1H), 1.70(2H), 1.45(3H), 1.05-1.24(10H), 0.91(9H); 13 C NMR (101MHz, CDCl3) δ175(s), 82(s), 76(s), 40(s), 32(s), 30(s), 29(...

Embodiment 3

[0087]

[0088] Add 32g of n-octanol, 200mL of tetrahydrofuran (THF), and 5.7g of sodium particles into a three-necked flask, react at 60-70°C for 6 hours, a large amount of white solids are formed, and a small amount of sodium particles remain; L of THF solution of 2-bromohexanoic acid and continue to react at 60°C for 4 hours; after cooling, remove THF by rotary evaporation, add 200mL water and 200mL ethyl acetate (EA) to the concentrated solution, shake and separate, and take the water layer; the water layer Acidify with hydrochloric acid to pH ≈ 1, extract with ethyl acetate, wash the organic phase twice with water, and spin dry to obtain the target compound, compound BC191.

[0089] Compound BC191 1 H NMR (400MHz, CDCl 3 )δ12.53(1H), 4.01(1H), 3.32(2H), 1.65(2H), 1.20-1.32(16H), 0.89(6H); 13 C NMR (101MHz, CDCl 3 )δ173(s), 81(s), 65(s), 32-30(m), 22–23(m), 14(s); MS[M-H] - :243.

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Abstract

The invention discloses a carboxylic acid compound, its preparation method and application. When the carboxylic acid compound of the present invention is applied to the extraction and separation of metal ions, the separation coefficient is high, the acidity of back extraction is low, the load rate is high, and the back extraction rate is high. The carboxylic acid compound of the present invention has high stability and low water solubility as an extractant, so that the extraction process is stable, and environmental pollution and cost can be reduced. The carboxylic acid compound of the invention has low cost and great application prospect, and can be used in various systems such as recycling of ternary batteries, preparation of battery-grade nickel sulfate, and the like.

Description

technical field [0001] The invention relates to a carboxylic acid compound, its preparation method and application. Background technique [0002] In recent years, with the rapid development and promotion of electric vehicles, the demand for lithium-ion batteries has also continued to expand. Nickel-cobalt-manganese ternary cathode material has good cycle performance, stable structure, and high cost performance. It is a new type of lithium-ion battery cathode material, and the main raw materials of the precursor product of ternary cathode material are nickel salt, cobalt salt, and manganese salt. [0003] Cobalt is mostly accompanied by nickel, and most of them appear at the same time in minerals, such as in nickel laterite ore. In many industries, waste residues containing valuable metals such as nickel and cobalt will be produced, such as waste power battery materials, waste residues containing nickel and cobalt, waste catalysts, etc. Most of these waste residues also cont...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C59/125C07C51/367C22B3/32C22B23/00
CPCC07C59/125C22B23/0453C22B3/32Y02P10/20Y02W30/84C07C51/367C22B3/326C22B23/0461C22B47/00
Inventor 王雪
Owner BOTREE CYCLING SCI & TECH CO LTD
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